View 279 DOE RUN DRIVE Winter Garden, FL MLS# TB8513595
  • Recently Listed
1 of 35
$599,000
3

Beds

2.1

Baths

2,435

Sq.Ft.

279 DOE RUN DRIVE

Winter Garden, FL

Courtesy of FLORIDA EXECUTIVE REALTY 2
View 12537 GRAPE CHARDONNAY ALLEY 219 Winter Garden, FL MLS# O6411681
$647,172
3

Beds

3.0

Baths

2,200

Sq.Ft.

12537 GRAPE CHARDONNAY ALLEY 219

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 7542 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6411397
  • Recently Listed with Virtual Tour
1 of 21
$610,000
5

Beds

3.0

Baths

2,638

Sq.Ft.

7542 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16277 HONEY HARVEST STREET Winter Garden, FL MLS# O6411737
$668,000
4

Beds

4.1

Baths

2,930

Sq.Ft.

16277 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 6110 MERIWETHER CRESCENT Winter Garden, FL MLS# O6411208
  • Recently Listed with Virtual Tour
1 of 8
$690,000
5

Beds

2.1

Baths

2,830

Sq.Ft.

6110 MERIWETHER CRESCENT

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 12475 CLEAR SAPPHIRE DRIVE 230 Winter Garden, FL MLS# O6411217
$644,990
4

Beds

3.0

Baths

2,500

Sq.Ft.

12475 CLEAR SAPPHIRE DRIVE 230

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 12451 CLEAR SAPPHIRE DRIVE 234 Winter Garden, FL MLS# O6411261
$623,990
4

Beds

3.0

Baths

2,500

Sq.Ft.

12451 CLEAR SAPPHIRE DRIVE 234

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 15591 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6411803
$730,000
5

Beds

4.0

Baths

2,896

Sq.Ft.

15591 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 1028 SPRING LANDING DRIVE Winter Garden, FL MLS# O6410232
  • Recently Listed with Virtual Tour
1 of 30
$550,000
4

Beds

2.1

Baths

2,275

Sq.Ft.

1028 SPRING LANDING DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14731 FIELD DAISY DRIVE Winter Garden, FL MLS# O6410869
  • Recently Listed with Virtual Tour
1 of 29
$620,000
4

Beds

4.1

Baths

2,800

Sq.Ft.

14731 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 914 TROWMAN ALLEY Winter Garden, FL MLS# O6410871
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 5/30 12:00 PM - 2:00 PM
$675,000
3

Beds

2.1

Baths

1,642

Sq.Ft.

914 TROWMAN ALLEY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17569 SEIDNER ROAD Winter Garden, FL MLS# G5112869
$599,999
3

Beds

2.1

Baths

1,408

Sq.Ft.

17569 SEIDNER ROAD

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 14542 BLACK CHERRY TRAIL Winter Garden, FL MLS# O6410574
  • Recently Listed with Virtual Tour
1 of 36
$600,000
4

Beds

2.1

Baths

2,234

Sq.Ft.

14542 BLACK CHERRY TRAIL

Winter Garden, FL

Courtesy of DALTON WADE INC
View 12444 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6399607
$599,900
4

Beds

3.0

Baths

2,180

Sq.Ft.

12444 WESTFIELD LAKES CIRCLE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 15537 MANGO ISLE STREET Winter Garden, FL MLS# S5150619
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Saturday 5/30 12:00 PM - 3:00 PM
$722,000
4

Beds

3.1

Baths

2,909

Sq.Ft.

15537 MANGO ISLE STREET

Winter Garden, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 8266 PURPLE SANDPIPER AVENUE Winter Garden, FL MLS# O6411387
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Sunday 5/31 2:00 PM - 4:00 PM
$639,000
4

Beds

3.0

Baths

2,274

Sq.Ft.

8266 PURPLE SANDPIPER AVENUE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8016 SWEET ORANGE AVENUE Winter Garden, FL MLS# TB8511160
  • Recently Listed
1 of 24
OPEN HOUSE: Saturday 5/30 11:00 AM - 3:00 PM
$549,900
4

Beds

2.1

Baths

2,084

Sq.Ft.

8016 SWEET ORANGE AVENUE

Winter Garden, FL

Courtesy of HOME SOLD REALTY LLC
View 33 TIMBERCREEK PINES CIRCLE Winter Garden, FL MLS# O6408941
  • Recently Listed with Virtual Tour
1 of 29
OPEN HOUSE: Sunday 5/31 11:00 AM - 1:00 PM
$570,000
3

Beds

2.0

Baths

1,584

Sq.Ft.

33 TIMBERCREEK PINES CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16186 HONEY HARVEST STREET Winter Garden, FL MLS# O6411495
  • Recently Listed with Virtual Tour
1 of 38
$630,000
4

Beds

3.1

Baths

2,445

Sq.Ft.

16186 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 5040 BREEZY ACRES STREET Winter Garden, FL MLS# O6409467
  • Recently Listed
1 of 30
OPEN HOUSE: Sunday 5/31 12:00 PM - 2:00 PM
$690,000
4

Beds

3.1

Baths

2,724

Sq.Ft.

5040 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

1,040

Estimated median home price

$609,306
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K1
$100K - 200K25
$200K - 300K96
$300K - 400K79
$400K - 500K142
$500K - 600K172
$600K - 700K127
$700K - 800K114
$800K - 900K87
$900K - 1M72
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse136
Condo143
Commercial10
Rental214
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/29/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/29/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 5/29/2026.